Synonym
Hydroxyachillin; Austricin; 8-Deacetylmatricarin; Deacetylmatricarin; Desacetylmatricarin; Matricarin, deacetyl-
IUPAC/Chemical Name
Azuleno(4,5-b)furan-2,7-dione, 3,3a,4,5,9a,9b-hexahydro-4-hydroxy-3,6,9-trimethyl-, (3S,3aR,4S,9aS,9bR)
InChi Key
YMUOZXZDDBRJEP-XUNJKSNWSA-N
InChi Code
InChI=1S/C15H18O4/c1-6-4-10(17)13-8(3)15(18)19-14(13)12-7(2)5-9(16)11(6)12/h5,8,10,12-14,17H,4H2,1-3H3/t8-,10-,12-,13+,14+/m0/s1
SMILES Code
O=C1[C@@H](C)[C@@]([C@@H](O)CC(C)=C23)([H])[C@]([C@@]3([H])C(C)=CC2=O)([H])O1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
262.31
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: López-Valverde A, de Vicente J, Martínez-Domínguez L, de Diego RG. Local anaesthesia through the action of cocaine, the oral mucosa and the Vienna group. Br Dent J. 2014 Jul 11;217(1):41-3. doi: 10.1038/sj.bdj.2014.546. PubMed PMID: 25012333.
2: Benedek B, Kopp B, Melzig MF. Achillea millefolium L. s.l. -- is the anti-inflammatory activity mediated by protease inhibition? J Ethnopharmacol. 2007 Sep 5;113(2):312-7. Epub 2007 Jul 3. PubMed PMID: 17689902.
3: Abad MJ, Bermejo P, Alvarez M, Guerra JA, Silván AM, Villar AM. Flavonoids and a sesquiterpene lactone from Tanacetum microphyllum inhibit anti-inflammatory mediators in LPS-stimulated mouse peritoneal macrophages. Planta Med. 2004 Jan;70(1):34-8. PubMed PMID: 14765290.
4: Glasl S, Mucaji P, Werner I, Jurenitsch J. TLC and HPLC characteristics of desacetylmatricarin, leucodin, achillin and their 8alpha-angeloxy-derivatives. Pharmazie. 2003 Jul;58(7):487-90. PubMed PMID: 12889533.
5: Liao ZX, Wang MK, Peng SL, Chen YZ, Ding LS. [Chemical constituents of Notoseris rhombiformis]. Yao Xue Xue Bao. 2002 Jan;37(1):37-40. Chinese. PubMed PMID: 12579897.
6: Cheong H, Choi EJ, Yoo GS, Kim KM, Ryu SY. Desacetylmatricarin, an anti-allergic component from Taraxacum platycarpum. Planta Med. 1998 Aug;64(6):577-8. Erratum in: Planta Med 1998 Dec;64(8):769. Ho C [corrected to Cheong H]. PubMed PMID: 9741305.
7: Silván AM, Abad MJ, Bermejo P, Villar A. Effects of compounds extracted from Tanacetum microphyllum on arachidonic acid metabolism in cellular systems. Planta Med. 1998 Apr;64(3):200-3. PubMed PMID: 9581513.
8: Silván AM, Abad MJ, Bermejo P, Villar A. Inhibition by hydroxyachillin, sesquiterpene lactone from Tanacetum microphyllum, of PMA-induced mouse ear oedema. Inflamm Res. 1996 Jun;45(6):289-92. PubMed PMID: 8814460.
9: Abad MJ, Bermejo P, Valverde S, Villar A. Anti-inflammatory activity of hydroxyachillin, a sesquiterpene lactone from Tanacetum microphyllum. Planta Med. 1994 Jun;60(3):228-31. PubMed PMID: 8073088.
10: Zitterl-Eglseer K, Jurenitsch J, Korhammer S, Haslinger E, Sosa S, Della Loggia R, Kubelka W, Franz C. [Sesquiterpenelactones of Achillea setacea with antiphlogistic activity]. Planta Med. 1991 Oct;57(5):444-6. German. PubMed PMID: 1798798.
